MilliporeSigma
All Photos(1)

88561

Sigma-Aldrich

2,2′-Thiodiethanol

purum, ≥95.0% (GC)

Synonym(s):
Bis(2-hydroxyethyl) sulfide, 2,2′-Thiobis(ethanol), Thiodiglycol, Thiodiethylene glycol
Linear Formula:
S(CH2CH2OH)2
CAS Number:
Molecular Weight:
122.19
Beilstein:
1236325
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

purum

assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.521
n20/D 1.5215 (lit.)

bp

164-166 °C/20 mmHg (lit.)

mp

−16 °C (lit.)

density

1.221 g/mL at 25 °C (lit.)

SMILES string

OCCSCCO

InChI

1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2

InChI key

YODZTKMDCQEPHD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

2,2′-Thiodiethanol is used in the preparation of a wide range of gold complexes, which include Au(I) based catalysts such as chloro(triphenylphosphine)gold(I) [Au(PPh3)Cl], chloro(dimethyl sulfide)gold(I) [Au(SMe2)Cl] and chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold(I) [IPrAuCl]. It can also be used to build calixarene frameworks.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Gold (I)?Catalyzed Intermolecular Cyclopropanation of Enynes with Alkenes: Trapping of Two Different Gold Carbenes.
Lopez S, et al.
Angewandte Chemie (International Edition in English), 118(36), 6175-6178 (2006)
A general synthesis for gold (I) complexes.
Al?Sa'Ady A K, et al.
Inorg. Synth., 23, 191-194 (1985)
Networking of calixcrowns: From heteronuclear endo/exocyclic coordination polymers to a photoluminescence switch.
Lee J Y, et al.
Journal of the American Chemical Society, 130(42), 13838-13839 (2008)
Binding and extraction of alkali and alkaline earth metals by nano-baskets of calix [4] arene-1, 2-crown-3.
Mokhtari B and Pourabdollah K
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 73(1-4), 269-277 (2012)
Stereo-and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines.
Hesp K D, et al.
Journal of the American Chemical Society, 132(51), 18026-18029 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service